Substance

ID:497

Names and Identifiers
Brand Name
BifuronCoriziumDiafuronFurazolidineFurovagFuroxViofuragynNitrofuroxonPuradinSclaventerolTikofuranTopazoneTricofuronFurazonFuroxoneFuroxone LiquidMedaronNifuranNifurazolidoneRoptazolTrichofuronFurallFurazolidonEnterotoxonFuraxonFuraxoneNifulidoneFuroxaneFuroxonFuroxone Swine MixFurozolidineNeftinTrifuroxCoryziumFiurox aerosol powderFurazolFuridonFuroxalGiardilGiarlamNicolenOptazolOrtazolTricoron
Synonyms
NitrofurazolidonumNitrofurazolidoneFurazolidoneUSAF EA-1
IUPAC name
3-{[(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
IUPAC Traditional name
furazolidone
Registration numbers
PubChem CID
CAS Number
PubChem SID
Properties
Physical Property
Solubility
40 mg/L
Hydrophobicity(logP)
0.9
Molecule Details
Drug Groups
approved
Description
A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514)
Indication
For the specific and symptomatic treatment of bacterial or protozoal diarrhea and enteritis caused by susceptible organisms.
Pharmacology
Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production; this antimicrobial action minimizes the development of resistant organisms.
Toxicity
Reactions to Furoxone have been reported including a fall in blood pressure, urticaria, fever, arthralgia, and a vesicular morbilliform rash. Other adverse effects can include a brown discoloration of the urine; hemolysis can occur in G6PDH-deficient patients. The drug has a monoamine oxidase (MAO) inhibitory effect and should never be given concurrently to individuals already taking MAO inhibitors.
Affected Organisms
Microbes (bacteria, parasites)
Biotransformation
Furazolidone is rapidly and extensively metabolized; the primary metabolic pathway identified begins with nitro-reduction to the aminofuran derivative. Two major metabolites are produced: 3-amino-2-oxazolidone (AOZ) or beta-hydroxyethylhydrazine (HEH). AOZ is responsible for monoamine oxidase inhibition. Detoxification and elimination of the drug is done primarily by conjugation with glutathione.
Absorption
Radiolabeled drug studies indicate that furazolidone is well absorbed following oral administration
Half Life
10 minutes
External Links
Molecular Spectra
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References
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